42890-09-5

Upstream product

• 35812-81-8 Benzyl-2-amino-2-desoxy-α-D-mannopyranosid 
• 501-53-1 benzyl chloroformate 
• 95451-93-7 3,4,6-Tri-O-acetyl-2-azido-2-deoxy-α-D-mannopyranosyl bromide 
• 100-51-6 benzyl alcohol 
• 2873-29-2 D-glucal triacetate 
• 95451-80-2 Benzyl-3,4,6-tri-O-acetyl-2-azido-2-desoxy-α-D-mannopyranosid 
• 68733-20-0 1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-α-D-mannopyranoside 
• 95451-81-3 Benzyl-2-azido-2-desoxy-α-D-mannoopyranosid 
• 25320-99-4 benzyl α-D-glucopyranoside 
• 3554-91-4 benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-mannopyranoside 
• 79549-73-8 benzyl 4,6-O-(phenylmethylene)-α-D-glucopyranoside 
• 492-62-6 alpha-D-glucopyranose 
• 1009644-15-8 benzyl 2-amino-4,6-O-benzylidene-2-deoxy-α-D-altropyranoside 

Downstream Products

• 43098-12-0 1-O-benzyl-α-D-mannopyranosido-[2,3:4',5']-2'-oxazolidinone 
• 95530-21-5 (Benzyl-2-<(benzyloxycarbonyl)amino>-2-desoxy-α-D-mannopyranosid)uronsaeure 

Relevant academic research and scientific papers

Synthesis of anomerically pure, furanose-free α-benzyl-2-amino-2- deoxy-D-altro- and D-manno-pyranosides and some of their derivatives

The anomerically pure benzyl α-d-glycoside of 2-amino-2-deoxy- mannopyranoside was synthesized from d-glucopyranose via 2-amino-2-deoxy-d- altrose intermediates. Unlike the direct synthesis from mannosamine in the literature, our method provides furanose-

ERPROBTE SYNTHESE VON 2-AZIDO-2-DESOXY-D-MANNOSE UND 2-AZIDO-2-DESOXY-D-MANNURONSAEURE ALS BAUSTEIN ZUM AUFBAU VON BAKTERIEN-POLYSACCHARID-SEQUENZEN

The azidonitration of 3,4,6-tri-O-acetyl-1,5-anhydro-2-deoxy-D-arabino-hex-1-enitol at low temperature afforded preponderantly the azidonitrate having the D-manno configuration.After reaction with sodium acetate, 1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-α-D-mannopyranose was directly isolated and deblocking gave 2-azido-2-deoxy-D-mannopyranose. 3,4,6-Tri-O-acetyl-2-azido-2-deoxy-α-D-mannopyranosyl bromide and 2-azido-3,4,6-tri-O-benzyl-α-D-mannopyranosyl bromide were prepared and are suitable for selective α- and β-glycoside synthesis.In the presence of platinum-oxygen, the catalytic oxidation of benzyl 2-azido-2-deoxy-α-D-mannopyranoside gave in high yields (benzyl 2-azido-2-deoxy-α-D-mannopyranosid)uronic acid from which 2-amino-2-deoxy-D-mannopyranuronic acid was obtained.By catalytic oxidation, selectively blocked derivatives of 2-amino-2-deoxy-D-mannopyranose were converted into the correspondind uronic acid derivatives.